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Sequential Two‐Fold Claisen Rearrangement, One‐Pot Ring‐Closing Metathesis and Cross‐Metathesis as a Route to Substituted Benzo[ b ]azepine‐2‐one, Benzo[ b ]azepine and Benzo[ b ]oxepine Derivatives
Author(s) -
Mandal Shyamasankar,
Banerjee Jeet,
Maity Sougata,
Chattopadhyay Shital K.
Publication year - 2021
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.202000216
Subject(s) - azepine , chemistry , ring closing metathesis , metathesis , claisen rearrangement , stereochemistry , salt metathesis reaction , benzazepine , organic chemistry , polymerization , polymer
A synthetic protocol involving sequential use of three atom‐economic processes viz. Claisen rearrangement, ring‐closing metathesis and cross metathesis has been developed to access 7‐substituted benzo[ b ]azepine and benzo[ b ]oxepine derivatives starting from appropriate aniline or phenol in good overall yield. A one‐pot RCM‐CM protocol has also been developed for the synthesis of benzazepine and benzoxepine derivatives.